(2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

Base Information

Chemical Name:(2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester
CAS No.:185304-16-9
Molecular Formula:C₂₄H₂₉NO₇S
Molecular Weight:475.563
Hs Code.:

Synonyms:(2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

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Chemical Property of (2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

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Technology Process of (2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

There total 4 articles about (2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 132622-90-3
(2S,4S)-2-benzyl 1-tert-butyl 4-hydroxypyrrolidine-1,2-dicarboxylate

: 98-59-9
p-toluenesulfonyl chloride

: 185304-16-9
(2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

Guidance literature:: With trimethylamine; In dichloromethane; at 20 ℃; for 24.5h; Inert atmosphere; Cooling with ice;

Reference yield: 60.0%

: 89813-47-8
N-(tert-butoxycarbonyl)-(2S,4R)-4-hydroxyproline benzyl ester

: 80-48-8
methyl p-toluene sulfonate

: 185304-16-9
(2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1016/0040-4020(96)00924-6

Reference yield:

: 100-39-0
benzyl bromide

: 185304-16-9
(2S,4S)-4-(Toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C

2: pyridine / dichloromethane / 36 h / 20 °C

With pyridine; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;